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(1R,9S,10S,11R,12R,13R,14Z,19S,21S)-10-[(2S,3E,12bS)-3-ethylidene-2,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizin-2-yl]-14-ethylidene-8,16-diazahexacyclo[11.5.2.11,8.02,7.016,19.012,21]henicosa-2,4,6-triene-9,11-diol

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID b9ba8e58-f9a0-45d6-9e83-483c0cdab75a
Taxonomy Alkaloids and derivatives > Strychnos alkaloids
IUPAC Name (1R,9S,10S,11R,12R,13R,14Z,19S,21S)-10-[(2S,3E,12bS)-3-ethylidene-2,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizin-2-yl]-14-ethylidene-8,16-diazahexacyclo[11.5.2.11,8.02,7.016,19.012,21]henicosa-2,4,6-triene-9,11-diol
SMILES (Canonical) CC=C1CN2CCC3=C(C2CC1C4C(C5C6CC7C8(C5N(C4O)C9=CC=CC=C98)CCN7CC6=CC)O)NC1=CC=CC=C31
SMILES (Isomeric) C/C=C\1/CN2CCC3=C([C@@H]2C[C@H]1[C@H]4[C@@H]([C@@H]5[C@H]\6C[C@H]7[C@@]8([C@H]5N([C@H]4O)C9=CC=CC=C98)CCN7C/C6=C\C)O)NC1=CC=CC=C31
InChI InChI=1S/C38H44N4O2/c1-3-21-19-40-15-13-24-23-9-5-7-11-28(23)39-34(24)30(40)17-25(21)33-35(43)32-26-18-31-38(14-16-41(31)20-22(26)4-2)27-10-6-8-12-29(27)42(36(32)38)37(33)44/h3-12,25-26,30-33,35-37,39,43-44H,13-20H2,1-2H3/b21-3-,22-4+/t25-,26+,30+,31+,32+,33+,35-,36+,37+,38-/m1/s1
InChI Key OCNLRIDMQGNENK-BJTWJGATSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H44N4O2
Molecular Weight 588.80 g/mol
Exact Mass 588.34642666 g/mol
Topological Polar Surface Area (TPSA) 66.00 Ų
XlogP 4.20
Atomic LogP (AlogP) 5.14
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,9S,10S,11R,12R,13R,14Z,19S,21S)-10-[(2S,3E,12bS)-3-ethylidene-2,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizin-2-yl]-14-ethylidene-8,16-diazahexacyclo[11.5.2.11,8.02,7.016,19.012,21]henicosa-2,4,6-triene-9,11-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9872 98.72%
Caco-2 - 0.7501 75.01%
Blood Brain Barrier + 0.7629 76.29%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6722 67.22%
OATP2B1 inhibitior - 0.5691 56.91%
OATP1B1 inhibitior + 0.8724 87.24%
OATP1B3 inhibitior + 0.9323 93.23%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6317 63.17%
BSEP inhibitior + 0.9938 99.38%
P-glycoprotein inhibitior + 0.8580 85.80%
P-glycoprotein substrate + 0.6587 65.87%
CYP3A4 substrate + 0.7013 70.13%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.4509 45.09%
CYP3A4 inhibition - 0.6465 64.65%
CYP2C9 inhibition - 0.6826 68.26%
CYP2C19 inhibition - 0.6937 69.37%
CYP2D6 inhibition - 0.6732 67.32%
CYP1A2 inhibition - 0.6903 69.03%
CYP2C8 inhibition + 0.6865 68.65%
CYP inhibitory promiscuity - 0.5331 53.31%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6171 61.71%
Eye corrosion - 0.9878 98.78%
Eye irritation - 0.9483 94.83%
Skin irritation - 0.7631 76.31%
Skin corrosion - 0.9275 92.75%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9054 90.54%
Micronuclear + 0.7600 76.00%
Hepatotoxicity - 0.5375 53.75%
skin sensitisation - 0.8537 85.37%
Respiratory toxicity + 0.9000 90.00%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.4716 47.16%
Acute Oral Toxicity (c) III 0.4553 45.53%
Estrogen receptor binding + 0.8292 82.92%
Androgen receptor binding + 0.7488 74.88%
Thyroid receptor binding + 0.5893 58.93%
Glucocorticoid receptor binding + 0.6480 64.80%
Aromatase binding - 0.4936 49.36%
PPAR gamma + 0.6652 66.52%
Honey bee toxicity - 0.7928 79.28%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9293 92.93%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.81% 96.09%
CHEMBL240 Q12809 HERG 97.91% 89.76%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.54% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.96% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.55% 94.45%
CHEMBL4302 P08183 P-glycoprotein 1 94.03% 92.98%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.00% 97.09%
CHEMBL3310 Q96DB2 Histone deacetylase 11 89.33% 88.56%
CHEMBL2535 P11166 Glucose transporter 88.49% 98.75%
CHEMBL217 P14416 Dopamine D2 receptor 88.15% 95.62%
CHEMBL2581 P07339 Cathepsin D 86.99% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.35% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.18% 100.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 85.31% 94.62%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 84.32% 91.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.04% 95.89%
CHEMBL4523377 Q86WV6 Stimulator of interferon genes protein 83.52% 95.48%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 83.50% 90.71%
CHEMBL5028 O14672 ADAM10 83.09% 97.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.28% 99.23%
CHEMBL284 P27487 Dipeptidyl peptidase IV 81.68% 95.69%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Strychnos matopensis

Cross-Links

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PubChem 101426273
LOTUS LTS0147272
wikiData Q105189469